Early Fall Ride-Skyline Drive
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Seasoned HDF Member
Joined: Jan 2007
Posts: 5,624
Likes: 4,077
From: Virginia
Around Winchester/FR area, you can do a loop on Skyline to 211 and ride east through Sperryville and loop back around on 522 to FR.
You can also do a day and head west out into the George Washington National Forest area and ride a variety of routes that are spectacular. There are so many roads that we ride around here in the Northern Shenandoah Valley that run North, South and West its hard to tell you what to do without a base camp.
Road Master
Joined: Jul 2013
Posts: 980
Likes: 176
From: PA
Shenandoah Valley is narrow (20-25 miles but 200 miles long. You can pick up Skyline at Front Royal and ride it all the way down to Roanoke where it becomes the Blue Ridge parkway.
Around Winchester/FR area, you can do a loop on Skyline to 211 and ride east through Sperryville and loop back around on 522 to FR.
You can also do a day and head west out into the George Washington National Forest area and ride a variety of routes that are spectacular. There are so many roads that we ride around here in the Northern Shenandoah Valley that run North, South and West its hard to tell you what to do without a base camp.
Around Winchester/FR area, you can do a loop on Skyline to 211 and ride east through Sperryville and loop back around on 522 to FR.
You can also do a day and head west out into the George Washington National Forest area and ride a variety of routes that are spectacular. There are so many roads that we ride around here in the Northern Shenandoah Valley that run North, South and West its hard to tell you what to do without a base camp.
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Seasoned HDF Member
Joined: Jan 2007
Posts: 5,624
Likes: 4,077
From: Virginia
Okay, New Market gives you easy access to couple of good days of riding.
1. Take 211 east through Sperryville and head north on 522 to Front Royal. When you get to Front Royal, look for the north entrance to Skyline Drive and ride it down back to 211 and New Market. If you want to stop for lunch or a beverage, just north of the skyline entrance is downtown FR and there are several pubs and restaurants.
2. Head south on 81 to Harrisonburg and pick up 33 west. Ride it over the mountain pass and onto 220 N. Stay on 220 till you get to 48/55 east. Run it to 81 and then 81S from Strasburg to New Market. Or instead of 81, you can take 259 to New Market as well.
If you need more info, let me know.
1. Take 211 east through Sperryville and head north on 522 to Front Royal. When you get to Front Royal, look for the north entrance to Skyline Drive and ride it down back to 211 and New Market. If you want to stop for lunch or a beverage, just north of the skyline entrance is downtown FR and there are several pubs and restaurants.
2. Head south on 81 to Harrisonburg and pick up 33 west. Ride it over the mountain pass and onto 220 N. Stay on 220 till you get to 48/55 east. Run it to 81 and then 81S from Strasburg to New Market. Or instead of 81, you can take 259 to New Market as well.
If you need more info, let me know.
Last edited by kojak; Oct 3, 2025 at 05:56 PM.
Stellar HDF Member
Joined: Dec 2020
Posts: 2,634
Likes: 11,330
From: Colorado Rockies
Very nice. I miss riding in the Shenandoah Valley as I've been in Colorado and Wyoming for a couple decades. My buddy wants me to bring out one of the bikes to Virginia to do a ride. Might have to do that again. I can't complain as I just did 169 miles in the mountains of Colorado and Wyoming today.
We used to have family reunions every year at Pinnacles in October. Fantastic scenery.
We used to have family reunions every year at Pinnacles in October. Fantastic scenery.
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Seasoned HDF Member
Joined: Jan 2007
Posts: 5,624
Likes: 4,077
From: Virginia
I always say if I didnt live in the Shenandoah valley, I would live in Colorado in a heartbeat! Been in your state probably about 8 or 9 times in the last 20 years on motorcycle trips.
Very nice. I miss riding in the Shenandoah Valley as I've been in Colorado and Wyoming for a couple decades. My buddy wants me to bring out one of the bikes to Virginia to do a ride. Might have to do that again. I can't complain as I just did 169 miles in the mountains of Colorado and Wyoming today.
We used to have family reunions every year at Pinnacles in October. Fantastic scenery.
We used to have family reunions every year at Pinnacles in October. Fantastic scenery.
Road Master
Joined: Jul 2013
Posts: 980
Likes: 176
From: PA
Okay, New Market gives you easy access to couple of good days of riding.
1. Take 211 east through Sperryville and head north on 522 to Front Royal. When you get to Front Royal, look for the north entrance to Skyline Drive and ride it down back to 211 and New Market. If you want to stop for lunch or a beverage, just north of the skyline entrance is downtown FR and there are several pubs and restaurants.
2. Head south on 81 to Harrisonburg and pick up 33 west. Ride it over the mountain pass and onto 220 N. Stay on 220 till you get to 48/55 east. Run it to 81 and then 81S from Strasburg to New Market. Or instead of 81, you can take 259 to New Market as well.
If you need more info, let me know.
1. Take 211 east through Sperryville and head north on 522 to Front Royal. When you get to Front Royal, look for the north entrance to Skyline Drive and ride it down back to 211 and New Market. If you want to stop for lunch or a beverage, just north of the skyline entrance is downtown FR and there are several pubs and restaurants.
2. Head south on 81 to Harrisonburg and pick up 33 west. Ride it over the mountain pass and onto 220 N. Stay on 220 till you get to 48/55 east. Run it to 81 and then 81S from Strasburg to New Market. Or instead of 81, you can take 259 to New Market as well.
If you need more info, let me know.
The National Park is still open and free!
Last edited by steelpony16; Oct 21, 2025 at 08:43 AM. Reason: Added info
Thread Starter
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Seasoned HDF Member
Joined: Jan 2007
Posts: 5,624
Likes: 4,077
From: Virginia
Yup and we have lots more, lol.
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